Find Pet-friendly Hotels in Pittsfield, MA

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Check availability on Pittsfield Pet-friendly Hotels

Top Pittsfield Pet-friendly Hotels

Hotel On North
Food and drink

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (743)
"Great boutique hotel"
The price is ₩260,283
₩290,737 total
includes taxes & fees
Jul 21 - Jul 22
Hotel On North
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is ₩296,447
₩331,138 total
includes taxes & fees
Jul 27 - Jul 28
Hilton Garden Inn Lenox Pittsfield
Elegant Pittsfield Home Near Downtown & Skiing!
House (5 Bedrooms) | Front of property

Elegant Pittsfield Home Near Downtown & Skiing!

3.0 star property
Elegant Pittsfield Home Near Downtown & Skiing!
Spacious Historic Home in the Berkshires!
House (5 Bedrooms) | Interior

Spacious Historic Home in the Berkshires!

3.0 star property
Spacious Historic Home in the Berkshires!
51 Seymour St
35-inch LCD TV with digital channels, Netflix, Hulu

51 Seymour St

3.5 star property
51 Seymour St
6 Mi to Skiing: Pet-friendly Home in Pittsfield!
Microwave, oven, stovetop, dishwasher

6 Mi to Skiing: Pet-friendly Home in Pittsfield!

3.0 star property
6 Mi to Skiing: Pet-friendly Home in Pittsfield!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What's the best pet-friendly accommodation in Pittsfield?
Best Western Plus Berkshire Hills Inn & Suites is a top dog-friendly hotel, and offers a fitness center along with free WiFi for its human guests. Other good options for you and your pet's trip include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Hilton Garden Inn Lenox Pittsfield.
How many hotels that welcome pets will I be able to find in Pittsfield?
Frolic with your furry friend at one of Expedia's 5 Pittsfield hotels that allow pets.
What's the best time of year to travel to Pittsfield with my pet?
When you travel with your pet, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to see and do with your pet in Pittsfield?
Known for its baseball and entertainment, Pittsfield has lots to offer visitors including its theaters, opera, and museums. See the local sights and visit Berkshire Museum and Colonial Theater. While you're there, make sure you don't miss Barrington Stage Company and Herman Melville's Arrowhead.